1-(3-Bromophenyl)propan-2-one → 1-(3-Bromophenyl)-2-methylpropan-2-ol

HRID 907077ノート

反応式

HRID 907077 の反応式
[CH3:1][Mg]Br.[Br:4][C:5]1[CH:6]=[C:7]([CH2:11][C:12](=[O:14])[CH3:13])[CH:8]=[CH:9][CH:10]=1>C(OCC)C>[Br:4][C:5]1[CH:6]=[C:7]([CH2:11][C:12]([CH3:1])([OH:14])[CH3:13])[CH:8]=[CH:9][CH:10]=1

参加物

4

反応物 2

HCID 27340931-(3-Bromophenyl)propan-2-oneHCID 178418573HCID 178418573、化合物

生成物 1

HCID 230877121-(3-Bromophenyl)-2-methylpropan-2-ol収率 82.7%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
0 °C

実験手順

Methylmagnesium bromide (3M solution in diethylether, 51.6 ml, 155 mmol) was slowly added to a solution of 1-(3-bromo-phenyl)propan-2-one (15.0 g, 70 mmol) in dry diethylether (200 ml) at 0° C. The resulting mixture was left for 3 hours, then cooled to 0° C. and slowly quenched with saturated aqueous ammonium chloride solution. The organic phase was washed with brine, dried (sodium sulfate). The yellow oil was then purified by column chromatography on silica gel eluting with dichloromethane:pentane:methanol (90:5:5 by volume to afford a pale yellow oil (13.26 g).

後処理

  1. customslowly quenched with saturated aqueous ammonium chloride solution
  2. washThe organic phase was washed with brine
  3. dry with materialdried (sodium sulfate)
  4. customThe yellow oil was then purified by column chromatography on silica gel eluting with dichloromethane:pentane:methanol (90:5:5 by volume

出典と根拠

ORDレコード
ord-077ac353bd0a471cbb5994080d6a1deb
出典データセット
uspto-grants-2011_09
特許番号
US08013019B2

反応ノート

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